Sigma-Aldrich 34660 Di-tert-butyl dicarbonate ≥98.0% (GC) 1 kg
Marka
Stok Kodu
LB.SA.34660-1KG-F
Kısa Bilgi
Synonym(s): Boc2O, Boc anhydride, Di-tert-butyl pyrocarbonate Linear Formula: [(CH3)3COCO]2O CAS Number: 24424-99-5 Molecular Weight: 218.25 Beilstein: 1911173 EC Number: 246-240-1 MDL number: MFCD00008805 PubChem Substance ID: 329755051 NACRES: NA.22
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Sigma-Aldrich 34660 Di-tert-butyl dicarbonate ≥98.0% (GC) 1 kg |
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Synonym(s): Boc2O, Boc anhydride, Di-tert-butyl pyrocarbonate
Linear Formula: [(CH3)3COCO]2O
CAS Number: 24424-99-5
Molecular Weight: 218.25
Beilstein: 1911173
EC Number: 246-240-1
MDL number: MFCD00008805
PubChem Substance ID: 329755051
NACRES: NA.22 |
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PROPERTIES
Quality Level 200
Assay ≥98.0% (GC)
form solid or liquid
refractive index n20/D 1.409 (lit.)
bp 56-57 °C/0.5 mmHg (lit.)
mp 23 °C (lit.)
density 0.95 g/mL at 25 °C (lit.)
application(s) peptide synthesis
storage temp. 2-8°C
SMILES string CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
InChI 1S/C10H18O5/c1-9(2,3)14-7(11)13-8(12)15-10(4,5)6/h1-6H3
InChI key DYHSDKLCOJIUFX-UHFFFAOYSA-N
DESCRIPTION
General description
Di-tert-butyl dicarbonate (Boc2O) is a reagent mainly used for the introduction of the Boc protecting group to amine functionalities. It is also used as a dehydrating agent in some organic reactions, particularly with carboxylic acids, certain hydroxyl groups, or with primary nitroalkanes.
Application
Di-tert-butyl dicarbonate (Boc2O) has been used in the synthesis of:
- An azobenzene amino acid(aa).
- N-tert-butoxycarbonyl-3,4-methylenedioxymethamphetamine (t-BOC-MDMA) from MDMA.
It can also be used as a reagent:
- To introduce acid-labile Boc-protecting group in amino acids, peptides, and proteins.
- To prepare styrene derivatives by Heck olefination of aromatic carboxylic acids in the presence of a Pd catalyst.
- To synthesize oxazolidin-2-ones and imidazolidin-2-ones by isocyanation of 1,2-aminoalcohols and 1,2-diamines using DMAP as a catalyst.
- In the preparation of N-tert-butoxycarbonyl-3,4-methylenedioxymethamphetamine (t-Boc-MDMA) from MDMA.
- For the conversion of amines to corresponding isocyanates, carbamates, and urea derivatives.
- In the N-BOC-ylation of amides.
- In the N-BOC-ylation of sensitive compounds under non-aqueous conditions.
- Reagent for the introduction of the Boc protecting group.
Packaging
25, 100, 100, 500, 500 g
1, 10, 25 kg
Warning
Hydrolyzes to t-butanol and CO2; causes internal pressure in bottle if exposed to moisture. |
